A Protocol for Direct Stereospecific Amination of Primary, Secondary, and Tertiary Alkylboronic Esters
Emma K. Edelstein, Andrea C. Grote , Maximilian D. Palkowitz, James P. Morken*
*Department of Chemistry, Boston College, Chestnut Hill, MA
02467, USA, Email: morken
bc.edu
E. K. Edelstein, A. C. Grote, M. D. Palkowitz, J. P. Morken, Synlett, 2018, 29, 1749-1752.
DOI: 10.1055/s-0037-1610172
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Abstract
A direct, stereospecific amination of alkylboronic and borinic esters can be accomplished by treatment with methoxyamine and potassium tert-butoxide. In addition, this process also enables the direct amination of tertiary boronic esters in an efficient fashion.
see article for more examples
Direct Stereospecific Amination of Alkyl and Aryl Pinacol Boronates
S. N. Mlynarski, A. S. Karns, J. P. Morken, J. Am. Chem. Soc., 2012, 134, 16449-16451.
Key Words
organoboron, asymmetric synthesis, protected primary amines, amines, amination, chiral amines, stereochemistry
ID: J60-Y2018
